Title: Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach Vacation home in Chilmark with fireplace ![Dining](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/d26efa16.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/5a20b2f4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Beach](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/211195ef.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fireplace](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/a48df98a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fireplace](https://images.trvl-media.com/lodging/82000000/81360000/81351100/81351021/560b9652.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach provides laundry facilities and more. Guests can connect to in-room WiFi. 10 Exceptional ### Entire home 4 bedrooms2 bathrooms ## Popular amenities - Parking available - Dryer - Washer - Fireplace - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach Simpler, secluded living, just 5 minutes walk through woods to a gorgeous private beach, where stairs lead down from a spectacular cliff-top view of the Island's entire south shore. This lovely rental offers relaxation in a comfortable, informal, well-equipped converted 19th-century carriage barn. You'll be nestled in one of the largest and most secluded estates on the Island, Windy Gates in Chilmark (the quiet end of Martha's Vineyard). There you can revel in the waves of one of the world’s most beautiful beaches, or take a short, forested walk to a meandering trout brook. The Windy Gates barn's 40' X 26' open plan downstairs features ten-foot ceilings, and rich lacquered wooden walls with huge vintage photographs of Island scenery. Sliding barn-doors and French doors open to let in summer light and air. In addition to the cozy conversation area, there’s a small media corner and an office space with wireless internet and unlimited national calling. The eat-in kitchen seats ten. The full bath downstairs is supplemented by an outdoor shower, washer and dryer. Upstairs is four bedrooms and a half bath; the sunlit master bedroom runs the width of the house. Woods shade the house on two sides; the others are open and sunny. Outdoor accommodations include a grill, picnic table, fresh-air clothes line and comfortable lawn furniture. This is a healthy, eco-friendly retreat. We use only proven, greener cleaners, and non-toxic products. It's smoker and pet-free, with no rugs or curtains (washable shades only), and all mattresses and pillows are fitted with hypo-allergenic covers. Thinkers, artists, craftsmen and just plain private people have cherished this unusual, quiet retreat for generations, returning time and again. Find out why for yourself. Discount available for stays of two or more weeks. ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Food and drink - Dishwasher - Microwave - Stovetop ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 1.5 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Soap - Toilet paper - Towels provided ### Living spaces - Fireplace ### Outdoor areas - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Things to do - Hiking/biking trails nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/19000000/18650000/18647100/18647082/w1910h1076x0y0-908abcdc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach Aquinnah - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 87 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&selected=18647082&PinnedHotelID=18647082&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34002200/34002197/e07ba449.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 50+ ⭐️⭐️⭐️⭐️⭐️ Reviews Vineyard Haven - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 52 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&selected=34002197&PinnedHotelID=34002197&HadPinnedHotel=true®ionId=-1&adults=2) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33510000/33508400/33508331/d5e9c4f1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy custom home, serene setting. 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation Property Registration Number C0045630620 ## About the area Chilmark is home to this vacation home. Inkwell Beach and Middle Road Sanctuary reflect the area's natural beauty and area attractions include Chilmark Chocolates and Fulling Mill Brook Preserve. The Grey Barn and Farm and Polly Hill Arboretum are also worth visiting. Take an opportunity to explore the area for outdoor excitement like hiking/biking trails. [Visit our Chilmark travel guide](https://www.expedia.ca/Chilmark.dx6135676) [View more Vacation homes in Chilmark](https://www.expedia.ca/Chilmark-Private-Vacation-Homes.d6135676-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.33902%2C-70.73817&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=w0hr_a_V-C_13EamPZBQn0uIVlE=) Chilmark, MA ### What's nearby - Chilmark Chocolates - 16 min walk - 1.4 km - Lucy Vincent Beach - 16 min walk - 1.4 km - Menemsha Beach - 6 min drive - 5.0 km - Gay Head Lighthouse - 15 min drive - 13.8 km - Aquinnah Cliffs - 15 min drive - 13.8 km ### Getting around - Vineyard Haven, MA (MVY-Martha's Vineyard) - 16 min drive ### Restaurants - ‪State Road - ‬11 min drive - ‪Menemsha Galley - ‬5 min drive - ‪Chilmark Tavern - ‬11 min walk - ‪7aFoods - ‬9 min drive - ‪North Tisbury Farm & Market - ‬12 min drive ## Frequently asked questions ### Is Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach? > Check-in begins at 4:00 PM. ### What time is check-out at Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach? > Check-out is at 10:00 AM. ### Where is Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach located? > Situated in Chilmark, this vacation home is within a 15-minute walk of Chilmark Chocolates, Chilmark Town Hall, and Chilmark Public Library. Lucy Vincent Beach and Stonewall Beach are also within 3 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Excellent #### Emma Claire A. Aug 27, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy cozy home with lovely stroll to breathtaking beach. perfect for our group. ##### Emma Claire A. 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